cis-1,2-bis(4-tolyl)cyclobutane | 57601-22-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: cis-1,2-bis(4-tolyl)cyclobutane
• 英文别名: 1,2-di-p-tolylcyclobutane；1-methyl-4-[(1S,2R)-2-(4-methylphenyl)cyclobutyl]benzene
• CAS: 57601-22-6
• 化学式: C₁₈H₂₀
• 分子量: 236.357
• InChiKey: UIEVJZIJBWAHOS-HDICACEKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  Alpha-甲基苯乙烯 生成 cis-1,2-bis(4-tolyl)cyclobutane
  参考文献：
  名称：

  KOJIMA MASANOBU; SAKURAGI HIROCHIKA; TOKUMARU KATSUMI, TETRAHEDRON LETT., 1981, 22, NO 30, 2889-2892

  摘要：

  DOI：

文献信息

• Photodimerization of hydrophobic guests within a water-soluble nanocapsule
  作者：Anand Parthasarathy、Shampa R. Samanta、V. Ramamurthy

  DOI：10.1007/s11164-012-0633-7

  日期：2013.1

  Conducting reactions in environmentally benign conditions is one of the major objectives of “green chemistry.” In this context, developing ways to conduct reactions in water seems obvious. In this report, we present our results on photodimerization of select guest molecules placed within the rigid reaction cavity of a water-soluble cavitand, octa acid. The results presented herein highlight the value of a supramolecular approach in achieving selectivity in photoreactions and opening reaction pathways that are latent in solution chemistry.

  在对环境无害的条件下进行反应是 "绿色化学 "的主要目标之一。在这种情况下，开发在水中进行反应的方法似乎显而易见。在本报告中，我们介绍了置于水溶性空穴剂辛酸的刚性反应腔内的精选客体分子的光二聚化结果。本文介绍的结果凸显了超分子方法在实现光反应选择性和打开溶液化学潜在反应途径方面的价值。
• The role of oxygen as an electron acceptor in dimerization of some styrene derivatives
  作者：Masanobu Kojima、HiroXhika Sakuragi、Katsumi Tokumaru

  DOI：10.1016/s0040-4039(01)81778-0

  日期：1981.1

  Irradiation of the CT bands of p-methoxy- and p-methylstyrene with oxygen induced the dimerization of the olefins through their cation radicals generated by electron transfer on CT excitation.

  用氧辐照对甲氧基苯乙烯和对甲基苯乙烯的CT谱带，通过CT激发下电子转移产生的阳离子自由基使烯烃发生二聚。
• Electron Transfer Resulting from Excitation of Contact Charge Transfer Complexes of Some Styrene Derivatives and Oxygen. The Role of Oxygen as an Electron Acceptor
  作者：Masanobu Kojima、Hirochika Sakuragi、Katsumi Tokumaru

  DOI：10.1246/bcsj.62.3863

  日期：1989.12

  7-methyl-1-(4-tolyl)-1,2,3,4-tetrahydronaphthalene (5) and 6-methyl-4-(4-tolyl)-1,2,3,4-tetrahydronaphthalen-1-one (6) were also afforded. The formation of these products is reasonably explained by electron transfer in the excited CCT pair followed by addition of the resulting 1 cation radical to ground-state 1 to form a dimer cation radical; its cyclization leads to the dimeric products and trapping

  用乙腈和苯中的分子氧照射 4-甲氧基苯乙烯 (1a) 和 4-甲基苯乙烯 (1b) 的接触电荷转移 (CCT) 带 (320–370 nm) 导致形成相应的顺式和反式 1， 2-二芳基环丁烷（2 和 3）以及苯甲醛（4），氧化裂解产物。在1b的情况下，7-甲基-1-(4-甲苯基)-1,2,3,4-四氢萘(5)和6-甲基-4-(4-甲苯基)-1,2,3,4还提供了-四氢萘-1-一(6)。这些产物的形成可以通过激发 CCT 对中的电子转移来合理解释，然后将所得的 1 阳离子自由基添加到基态 1 以形成二聚阳离子自由基；它的环化产生二聚体产物，氧捕获环状二聚体阳离子自由基得到酮 6。
• Organophotocatalytic [2+2] Cycloaddition of Electron‐Deficient Styrenes**
  作者：Maxim Golfmann、Louis Glagow、Antonios Giakoumidakis、Christopher Golz、Johannes C. L. Walker

  DOI：10.1002/chem.202202373

  日期：2023.1.12

  The [2+2] cycloaddition of alkenes is a powerful method of preparing cyclobutanes, but the use of electron-deficient styrenes has been largely neglected so far. By using the organophotocatalyst 4CzIPN, a visible-light-mediated procedure to cyclobutane motifs bearing electron-deficient aryl substituents has been developed. Homodimerisations as well as intramolecular reactions to fused bicyclic motifs

  烯烃的[2+2] 环加成是制备环丁烷的有效方法，但迄今为止，缺电子苯乙烯的使用在很大程度上被忽视了。通过使用有机光催化剂 4CzIPN，开发了一种可见光介导的方法来处理带有缺电子芳基取代基的环丁烷基序。同二聚化以及融合双环基序的分子内反应可以以良好到极好的收率进行。